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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843694Generated: October 29, 2026

1,10-Phenanthroline → Methyl 3-({6-[(3-bromopyridin-2-yl)oxy]-1-methyl-1H-benzimidazol-2-yl}methoxy)benzoate

https://huagongshe.com/reaction/1843694

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantCesium carbonateHCID 10796—
Reactant3-Bromo-2-fluoropyridineHCID 2762778—
ReactantMethyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoateHCID 56933238—
CatalystCopper iodideHCID 83717—
SolventDimethylformamideHCID 6228—
ProductMethyl 3-({6-[(3-bromopyridin-2-yl)oxy]-1-methyl-1H-benzimidazol-2-yl}methoxy)benzoateHCID 6670574147%

Reaction Steps

The reaction and post-treatment were carried out according to Example (1f) using methyl 3-[(6-hydroxy-1-methyl-1H-benzimidazol-2-yl)methoxy]benzoate produced in Example (1e) (3.12 g, 10 mmol), 3-bromo-2-fluoropyridine (1.94 g, 11 mmol), copper iodide (0.19 g, 1.0 mmol), 1,10-phenanthroline (0.18 g, 1.0 mmol), cesium carbonate (9.77 g, 30 mmol) and DMF (50 mL) to obtain the title compound (2.19 g, 47%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946264B2
Source datasetuspto-grants-2015_02
ORD IDord-7c11a2f77476479094f2d4a2651712c2
Source noteuspto-grants-2015_02